Roger Federer's 100 titles: How the Maestro reached the milestone

Roger Federer added another prodigious milestone to his sure-fire Hall of Fame credentials on Saturday by capturing the Dubai Duty Free Tennis Championships—his 100th career title.

Here’s a look at how the Swiss reached the landmark, which leaves him nine titles behind the men's all-time leader, Jimmy Connors.

Quick Hits

Federer has won 100 titles across 32 unique tournaments. He's lifted a trophy in 19 countries on four different continents.

Federer's 100 singles trophies lead all active players. Rafael Nadal has 80, and Novak Djokovic has 73. The other 97 players in the Top 100 have 333 combined.

Federer has won at least one tournament in 18 of the past 19 years. The only year since 2001 that Federer hasn’t lifted a trophy? 2016.

Twenty of Federer’s 100 titles have been at the Grand Slam level, including five at the US Open.

Federer has won two events nine times each: Basel in Switzerland and Halle in Germany.

Between 2004 and 2006, Federer won an incredible 34 titles. In that three-year span, Federer won 34 of 48 tournaments he entered, compiling a 238-14 record at events excluding Davis Cup and the Olympics. Six of the 14 losses were to Nadal. That means he won more than two tournaments for every match he lost.

When Federer won his first title in Milan in 2001, the youngest player currently in the Top 100, Felix Auger-Aliassime, was less than six months old.

In his career, Federer has earned more than $120 million in prize money. If you add up the prize-money checks solely from Federer's 100 singles titles, he has earned an estimated $64 million. Less than half of this (roughly $29.5 million) has been from his 20 Grand Slam men's singles titles.

Career titles: Connors leads Federer, 109-100. They are the only two men to reach 100 wins.

Major titles: Federer leads Connors, 20-8. For perspective, Federer has won Wimbledon as many times as Connors won majors.

Finals record: Federer won his 100th title in his 152nd final, while Connors reached his 100th title in his 141st final. Connors finished with a finals record of 109-55 (.665 winning percentage), compared with Federer's 100-52 (.658). Connors went 9-14 in the 23 finals he made after winning his 100th championship.

Matches played: Connors has played more matches than any other male player in the Open era with 1,535. Federer currently sits at 1,449.

Matches won: Connors also has more wins than any male tennis player in history. His 1,256 match victories lead Federer's 1,188.

Celebrating 100: Roger Federer through the years at the Open

Roger Federer added another milestone to an already remarkable career Saturday, capturing his 100th career title at the Dubai Duty Free Tennis Championships. Five of those 100 championships have taken place at the US Open, so let's celebrate the Swiss great's history-making achievement by looking back at his career in New York.A 19-year-old Roger Federer reached the third round in his US Open debut in 2000, falling to No. 12-ranked Juan Carlos Ferrero. His Round-of-32 appearance was the earliest he has ever exited the tournament.The Swiss went one step further in 2001, advancing to the fourth round, where he fell to Andre Agassi.In his third appearance in New York in 2002, Federer again reached the Round of 16, this time losing to Max Mirnyi.Federer advanced to the Round of 16 for the third straight year in 2003, before he was knocked out by eventual semifinalist David Nalbandian.Federer captured the first of a record five straight titles in 2004, defeating Andre Agassi in the quarterfinals, Tim Henman in the semifinals and Lleyton Hewitt in the final. After his win, he celebrated with his trophy in Times Square.Federer picked up his second straight title at the Open in 2005, defeating Agassi in a four-set final.The Swiss beat Andy Roddick in the 2006 final to become the first man to win three straight titles since Ivan Lendl took home trophies from 1985-87.Three-time defending champion Federer claimed his fourth consecutive championship by defeating Novak Djokovic in straight sets in the 2007 final. The two greats have played each other six times overall in New York, with their head-to-head record at three wins each.Federer took home an Open-era record fifth straight title in 2008, defeating Andy Murray in the final. The last man to win five consecutive titles in New York was Bill Tilden (1920-25), when the tournament was known as the U.S. National Championships.Federer reached his sixth straight final in 2009 but was upset by first-time Grand Slam winner Juan Martin del Potro in the championship match.Federer's streak of six consecutive finals came to an end in 2010, when Djokovic was on the winning end of a five-set semifinal thriller against the Swiss great.It was the same result a year later, with Djokovic defeating Federer in the 2011 semifinals.In 2012, Federer again reached the second week in New York but was upset by Tomas Berdych in the quarterfinal round.In one of the biggest surprises of the 2013 tournament, Federer fell in the Round of 16 to No. 22-ranked Spaniard Tommy Robredo.Federer returned to the semifinals in 2014, where he lost to eventual champion Marin Cilic.Federer reached his first final in six years at the 2015 Open. He did not drop a set in his first six matches before falling to Djokovic in the title match.After sitting out the US Open for the first time in his career in 2016 with a knee injury, Federer returned to action in 2017 and reached the quarterfinals, where he fell to del Potro in a rematch of the 2009 final.In 2018, No. 2-ranked Federer was upset in the Round of 16 by Australian John Millman.Always a fan favorite in New York, Federer has compiled an 85-13 overall record and earned more than $12.7 million in prize money in the 18 US Opens he has played to date.